Synthesis of (S,S)-Reboxetine

摘要

Advents of asymmetric reactions employing asymmetric reagents or catalysts are regarded as a paradigm shift in the field of stereoselective synthesis. In this paradigm, choices of the appropriate asymmetric reagents/catalysts control the configurations of newly created stereocenters (reagent-control).1 This is in contrast to the traditional substrate-control, in which a pre-existing stereocenter in the starting material induces the configurations of newly created stereocenters in the product.2 The archetype of the reagent-control strategy is probably the hexose synthesis by Sharpless-Masamu-ne.1b,c Here, each of the diastereomeric hexose products was synthesized from a common starting material, following a common synthetic sequence.